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Explore Similar Apartments Within 2 Miles of Cleveland Circle, MA

  • /35

    $1,550,000

    • 9 Beds
    • 5 Baths
    • 3,348 Sq Ft

    36-38 Priesing St, Boston, MA 02130

    Huge $149,999 Price Reduction! Welcome to 36 38 Priesing St, a rare 3 family home in the heart of Jamaica Plain’s Hyde Square. Set on a quiet street in one of the area’s most desirable neighborhoods, this well maintained property offers the perfect mix of investment potential and comfortable living. Each of the three spacious units features an open layout and hardwood flooring, while the

    Agent Photo

    Luis Martins

    RE/MAX Synergy

    (617) 676-2491

    36-38 Priesing St, Boston, MA 02130
  • /27

    $2,250,000

    • 12 Beds
    • 3 Baths
    • 4,182 Sq Ft

    66 Union St, Brighton, MA 02135

    Attention home owners and investors! Tremendous investment Opportunity awaiting for you! This well maintained three-family home boasting 4200 sq. ft living space w. six side by side parking spaces located in the heart of Brighton. Each unit features four bedrooms, one bathroom and a back balcony, w. shared laundry unit in the basement. Major renovation was completed in 2020. All units are under

    Agent Photo

    Nathan Long

    Coldwell Banker Realty - Cambridge

    (617) 821-5889

    66 Union St, Brighton, MA 02135
  • /29

    $6,195,000

    • 20 Beds
    • 16 Baths
    • 8,160 Sq Ft

    2 Hingham St, Cambridge, MA 02138

    RARE OPPORTUNITY! INVESTOR’S DREAM! TURNKEY EIGHT-UNITS PROPERTY W. EXCELLENT LOCATION AND HIGH RENTAL INCOME! This 3 level GEM nestles at a corner lot between Hingham St and Putnam Ave, including four townhouse-style units facing Hingham St, and four studio units with access from Putnam Ave. Each townhouse unit offers 3 levels of comfort living, first level features open concept living, dining

    Agent Photo

    Nathan Long

    Coldwell Banker Realty - Cambridge

    (617) 821-5889

    2 Hingham St, Cambridge, MA 02138
  • /28

    $2,099,000

    • 9 Beds
    • 3 Baths
    • 3,615 Sq Ft

    39 Union St, Boston, MA 02135

    Homeowners, Investors and Developers, OPPORTUNITY KNOCKS! Exceptional corner lot triple decker nestled in a quiet neighborhood next to Brighton Center. This residence is offering the best of both worlds: a peaceful residential atmosphere and convenient access to everywhere. Filled with abundance of natural lights, each unit features three bedrooms, one bathroom, living room with dining area,

    Agent Photo

    Nathan Long

    Coldwell Banker Realty - Cambridge

    (617) 821-5889

    39 Union St, Boston, MA 02135
  • /11

    $3,995,000

    • 14 Beds
    • 6 Baths
    • 6,206 Sq Ft

    1789 Commonwealth Ave, Boston, MA 02135

    Dream Covered Land Play! Spacious three family currently rented already for September 2025-August 2026 at over $190,000 gross rent - dream rental or condo location with the MBTA Green Line at your door and Boston College and Brookline/Boston's best dining and shopping just minutes away. Rare NEARLY 1/2 ACRE lot went through a long process and got approved 39 Unit Redevelopment with ZBA, BPDA,

    Todd Glaskin Coldwell Banker Realty - Newton

    1789 Commonwealth Ave, Boston, MA 02135
  • /17

    $1,200,000

    • 2 Beds
    • 1 Bath
    • 2,316 Sq Ft

    87-89 Bennett St, Boston, MA 02135

    Fantastic corner lot 2 family on beautiful tree lined Bennett St. The 1st floor unit features 2 spacious bedrooms 1 bath and a spacious living and dining room with hardwood floors. The second floor unit also features spacious bedrooms living and dining room. Both units are ready for you to bring your creative touches to make this beautiful home shine. Outside there is off street parking for 3

    Chris Salpoglou Jacob Realty, LLC

    87-89 Bennett St, Boston, MA 02135
  • /22

    $2,100,000

    • 11 Beds
    • 7 Baths
    • 4,682 Sq Ft

    134-140 Smith St, Boston, MA 02120

    Development opportunity in Boston’s vibrant Mission Hill Historic Triangle. Once home to the beloved Squealing Pig Restaurant, this high-visibility site is fully approved and permitted for immediate construction of a three-story mixed-use building with ground-floor commercial space and six residential units. When completed, the project will deliver 4,682 square feet of rentable or sellable space,

    Mission Realty Advisors Compass

    134-140 Smith St, Boston, MA 02120
  • /5

    $2,765,000

    • 15 Beds
    • 8 Baths
    • 5,440 Sq Ft

    59 Nottinghill Rd, Boston, MA 02135

    Brand New Generational Multi Family asset close to Boston College, Nestled in Brighton's beautiful and highlty Coveted Aberdeen historic district, close to and Cleveland Circle and steps to BC campuses. This massive 5,500 square 3 family has been gutted to the studs and rebuilt entirely with high end condo quality finishes. Step right in and Generate enormous cashflow. Located on a vast 5,000 sq

    Greg McCarthy Riverfront REALTORS®

    59 Nottinghill Rd, Boston, MA 02135
  • /25

    $1,336,000

    • 5 Beds
    • 5 Baths
    • 2,818 Sq Ft

    19 Irving St, Watertown, MA 02472

    Rare, East Watertown 3-family available to market for the first time in 29 years! This property is in a prime location, 2 blocks to Watertown Square, 1 mile to Arsenal Yards and minutes to the Mass Pike, Harvard Sq, HBS, and downtown Boston. The property has an excellent mix of 3 units: first, a 2-floor, 2-bed/1.5-bath updated unit with soaring ceilings, kitchen with skylights, fireplaced living

    Sage Jankowitz Cambridge Sage Inc.

    19 Irving St, Watertown, MA 02472
  • /17

    $16,000,000

    • 54 Beds
    • 21 Baths
    • 34,849 Sq Ft

    108-116 Winthrop Rd, Brookline, MA 02445

    We are pleased to present the opportunity to acquire 108-116 Winthrop Road, a boutique 18-unit, 100% market rate apartment building located in the heart of Brookline, Massachusetts. The property is situated in one of the most sought after streets in the coveted Washington Square neighborhood. The building features charming common area spaces, attractively landscaped grounds, 14 on-site parking

    Marika and Adam Real Estate Group Hammond Residential Real Estate

    108-116 Winthrop Rd, Brookline, MA 02445
  • /10

    $1,295,000

    • 5 Beds
    • 5 Baths
    • 2,418 Sq Ft

    3559 Washington St, Jamaica Plain, MA 02130

    Excellent owner or investor opportunity in an up-and-coming area of Jamaica Plain with new developments happening every day on this street. Currently owner occupied the property is a legal two family according to the 1010 Mass Ave Building Department but assessed by the City of Boston as a three family. The house features a total of 5+ bedrooms and 5 full bathrooms on three floors of living

    Paul Whaley Coldwell Banker Realty - Boston

    3559 Washington St, Jamaica Plain, MA 02130
  • /27

    $4,100,000

    • 10 Beds
    • 10 Baths
    • 7,100 Sq Ft

    21-23 Francis St, Newton, MA 02459

    New construction in premier Newton Centre, EXCLUSIVE OPPORTUNITY BEFORE THE SET SALE DATE... This inviting home is available for purchase with the advantage of contingencies and negotiable terms—but only through August 15th. After that, offers may be limited in flexibility, potentially excluding inspections, financing, or other key protections. Ideally located, the property holds strong appeal

    Valerie Wastcoat Coldwell Banker Realty - Newton

    21-23 Francis St, Newton, MA 02459
  • /31

    $2,399,000

    • 9 Beds
    • 4 Baths
    • 4,643 Sq Ft

    130 Glenville Ave, Allston, MA 02134

    Outstanding rental property generating $11,700/month across three spacious 3-bedroom, 1-bathroom units. Located in the heart of Allston, just minutes from Boston University, Boston College, the Green Line, and an abundance of restaurants, shops, and neighborhood amenities, this is a proven income-producing asset in one of Boston’s most in-demand rental markets. Each unit offers 2018 renovations,

    Joshua Vargas Douglas Paul Real Estate

    130 Glenville Ave, Allston, MA 02134
  • /29

    $1,300,000

    • 7 Beds
    • 2.5 Baths
    • 2,217 Sq Ft

    5 Prescott Place, Boston, MA 02134

    Prime investment and value-add opportunity in the heart of Lower Allston! This well-maintained two-family offers strong rental income and long-term upside, perfectly positioned on a private dead-end street. The property features shared laundry, dedicated storage, off-street parking, and additional land behind the building, offering significant potential for future expansion, development, or

    Jason Francis NextGen Realty, Inc.

    5 Prescott Place, Boston, MA 02134
  • /42

    $3,930,000

    • 14 Beds
    • 6 Baths

    664 Washington St, Brighton, MA 02135

    Bring your vision to Oak Sq. Brighton near Newton Corner! Gorgeous property with excellent value-add potential. 3 parcels, 1 property. Approx 0.73 acres. Currently 5 rental units. Main house has 2 units, 5-6BR/2BA on 2 floors, and a 2BR/1BA. The Carriage house building currently has 3 rental units: Two 1BR/1BA and One 3BR/1BA. All TAW. When main house is rented, gross income is $180,000 per year.

    Ted Fairchild Sunrise Realty & Investment LLC

    664 Washington St, Brighton, MA 02135
  • /42

    $6,100,000

    • 8 Beds
    • 8 Baths
    • 6,000 Sq Ft

    116 Thorndike St, Brookline, MA 02446

    Welcome to this rare opportunity to own a meticulously maintained luxury multi-family estate in one of Brookline’s most prestigious neighborhoods. Nestled on a tree-lined street just minutes from Coolidge Corner, Longwood Medical Area, and Downtown Boston, this stately property offers timeless elegance, modern upgrades, and unmatched versatility for owner-occupants or savvy investors. Featuring 2

    Tatiana Bonderman KenDrix Realty, LLC

    116 Thorndike St, Brookline, MA 02446
  • /31

    $3,750,000

    • 7 Beds
    • 6.5 Baths
    • 4,689 Sq Ft

    87 Greenough St, Brookline, MA 02445

    In a prime Brookline Village neighborhood near the high school, this impeccably renovated two-family home sit on a beautifully landscaped 7,496 square foot lot. It includes a 2 car garage with 2 EV chargers, 3 additional parking spaces, central AC in the upstairs unit and separately metered systems for each unit, making it a prime condo conversion or a turnkey investment property. Only 1/3 of a

    Montgomery Carroll Group Compass

    87 Greenough St, Brookline, MA 02445
  • /23

    $2,800,000

    • 8 Beds
    • 4.5 Baths
    • 4,720 Sq Ft

    11 Abbottsford Rd, Brookline, MA 02446

    Eleven rooms in large apartment with a sep. two room apartment also on first. flr. Built in 1895 by Peter Grafffam. The architects were Greenleaf and Cobb. The house retains much of the original detail; an L-shaped veranda and 2-story bay windows, leaded/stained glass. A capacious entry with golden oak staircase and wainscotting opens to beautiful LR with bookcases and fireplace, a gracious

    Susan and Jen Rothstein Team Hammond Residential Real Estate

    11 Abbottsford Rd, Brookline, MA 02446
  • /40

    $4,850,000

    • 14 Beds
    • 10.5 Baths
    • 7,910 Sq Ft

    30 Dighton St, Brighton, MA 02135

    Recently completed, condo quality multi family, with many custom finishes. This spacious 4 unit, 14 bedroom luxury building has it all! Custom details including built in closets, Bertazzoni Stainless steel appliances, in unit laundry, shaker style cabinets, quartz countertops with waterfall edge, hardwood floors throughout, parking and an extremely desirable location right in Brighton Center.

    Paul Connolly 1M Realty LLC

    30 Dighton St, Brighton, MA 02135
  • /29

    $1,630,000

    • 6 Beds
    • 2 Baths
    • 2,617 Sq Ft

    172 Franklin St Unit 174, Allston, MA 02134

    Prime 2-Family Near Harvard, MGH & Boston Landing | Vacant Owner’s Unit + SolarExceptional investment or live-in opportunity in Allston’s booming development zone—surrounded by the Harvard expansion, Boston University growt and near, Mass General, New Balance HQ, and Longwood Medical. This updated 2,430 sq ft 2-family features spacious layouts, beautifully landscaped grounds, parking for 7+ cars,

    Darnell Billings Keller Williams Realty Boston-Metro | Back Bay

    172 Franklin St Unit 174, Allston, MA 02134
  • /14

    $2,349,000

    • 12 Beds
    • 6 Baths
    • 4,629 Sq Ft

    39 Chester St, Allston, MA 02134

    Prime Investment Opportunity in the Heart of Allston! This exceptional investment property located in the highly sought-after Boston University west campus. Conveniently situated just minutes from the MBTA Green Line Harvard Avenue Station, this property is in close proximity to a variety of shops, restaurants, and the vibrant Packard's Corner.The property features separate utilities, updated

    Frederica Tassis Century 21 North East

    39 Chester St, Allston, MA 02134
  • /27

    $2,195,000

    • 7 Beds
    • 4 Baths
    • 3,102 Sq Ft

    589-591 Washington St, Brookline, MA 02446

    Stucco Two-Family near Washington Sq and Coolidge Corner renovated in 1994. Building is deleaded. 591 Washington St has is a direct first floor entrance w/ 3 bed plus 2 bath with hardwood floors, deck, fireplace . 589 Washington Street is a 5 Bed 2 bath duplex . External parking garages, driveway, backyard. Large unfinished basement. Heat & Electricity is separately metered. Excellent

    Sheryl Lezberg Captivating Realty

    589-591 Washington St, Brookline, MA 02446
  • /39

    $5,149,000

    • 9 Beds
    • 9 Baths
    • 5,980 Sq Ft

    140 Columbia St, Brookline, MA 02446

    Exceptional two-family investment opportunity in Brookline! This spacious 5,980 sq. ft. home offers 16 bedrooms, 7 full baths, and 2 half baths across two sun-drenched units, each with an open-concept layout, chef’s kitchen, spacious living/dining areas, and modern finishes throughout. The primary suites offer spa-like baths, while loft spaces are ideal for home offices. Additional features

    John Saleh Centre Realty Group

    140 Columbia St, Brookline, MA 02446
  • /10

    $1,899,000

    • 6 Beds
    • 4 Baths
    • 3,708 Sq Ft

    160-162 Charlesbank Rd, Newton, MA 02458

    Attention developers! This massive 18,048 square foot lot with 170 feet of frontage is a prime development opportunity in a coveted Newton Corner location. This ultra convenient location is walking distance to the express bus, Underwood Elementary School, Bigelow Middle School, and all the shops & restaurants that Newton Corner has to offer. This location also benefits from its excellent

    Jackson Wells Harvard Real Estate

    160-162 Charlesbank Rd, Newton, MA 02458
  • /17

    $3,250,000

    • 16 Beds
    • 4 Baths
    • 5,000 Sq Ft

    195 Green St, Cambridge, MA 02139

    Incredible opportunity to own a prime 4 unit investment property located in the heart of Central Square! Composed of four spacious 4 bedrooms layouts, with approximately 5,000 sf of livable space. Professionally managed rental property that currently boasts an impressive $223,800 rent roll projected to appreciate to $239,400 for the 2025-2026 leasing cycle. Each unit has 4 spacious bedrooms, high

    David Dobrowolski Block Realty

    195 Green St, Cambridge, MA 02139
  • /23

    $1,400,000

    • 4 Beds
    • 2 Baths
    • 2,622 Sq Ft

    155-157 Hillside St, Boston, MA 02120

    Rarely available 2F in Mission Hill. This property offers 2 large units, each with an eat in kitchen, pantry, deck and heated sunroom. Updates include: new wood floors in kitchens of both units, 2017 roof , 2022 siding, forced hot water heating. Furnace and Hot Water Heaters: for 1st fl 2021, 2nd fl 2017, Windows: 1st Fl - 3/4 yo, 2nd Fl- 2016. Hardwood floors throughout units, There is a

    Kaye Karpovich Coldwell Banker Realty - Needham

    155-157 Hillside St, Boston, MA 02120
  • /22

    $1,950,000

    • 11 Beds
    • 5 Baths
    • 5,337 Sq Ft

    34 Channing St, Newton, MA 02458

    BACK ON MARKET! Attention investors, developers, and homebuyers! Don’t miss this rare opportunity to own a 3-family property in highly desirable Newton Corner. This versatile building offers incredible potential—whether for condo conversion or strong rental income. Each spacious, sun-filled unit features hardwood floors, generous living areas, and well-designed layouts. Unit 1: 4 beds, 2 full

    Tiesong Ma United Real Estate, LLC

    34 Channing St, Newton, MA 02458
  • /36

    $1,995,000

    • 5 Beds
    • 4 Baths
    • 3,500 Sq Ft

    21 Francis St Unit 23, Newton Center, MA 02459

    Now’s the Time—Opportunity to Purchase Before Set Sale Date! This inviting home is available for purchase with the flexibility of contingencies and negotiable terms—but only until August 15th. After that date, offers may no longer allow for inspections, financing, or other protections. Tucked into a desirable location, the property offers strong appeal for both end users and investors. If you’re

    Valerie Wastcoat Coldwell Banker Realty - Newton

    21 Francis St Unit 23, Newton Center, MA 02459
  • /24

    $1,975,000

    • 6 Beds
    • 4 Baths
    • 3,088 Sq Ft

    752 Boylston St, Chestnut Hill, MA 02467

    Rare opportunity for investors/developers to own Chestnut Hill brick two family located near Longwood Medical area, Northeastern U, BU, BC, VA Medical Hospital and bustling shops/restaurants. Public transportation via bus 60 (Boylston/Route 9) is right outside and with close proximity to train (green line D train). Scenic Brookline Reservoir and Jamaica Pond nearby. Both units are currently

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    752 Boylston St, Chestnut Hill, MA 02467
  • /40

    $1,650,000

    • 9 Beds
    • 6 Baths
    • 3,552 Sq Ft

    35 Adamson St, Allston, MA 02134

    Exceptional income property in Allston with easy access to Boston Landing and Harvard University. This three-family property contains three (3) 3-bedroom, 1.5-bathroom apartments, with a total living area of 3,552 square feet. The three units are generating $10,080 per month in income. Each unit features central A/C, hardwood floors, and exposed brick — characteristics that appeal to both

    Daniel Lee Boston Plex

    35 Adamson St, Allston, MA 02134
  • /11

    $5,795,000

    • 25 Beds
    • 8 Baths
    • 6,690 Sq Ft

    161 Allston St, Boston, MA 02134

    $33,520/Month Rent Roll with Renewals through 2026. Turnkey-Condo quality 7 unit apartment building located in the Allston submarket of Boston, Massachusetts. The property was completely gut-renovated in 2023. All plumbing and electrical was updated, full sprinkler system was put in, new energy efficient windows were installed, and kitchens and bathrooms were updated. The property also features

    Evan Griffith Marcus & Millichap Real Estate Investment Services

    161 Allston St, Boston, MA 02134
  • /20

    $3,068,000

    • 12 Beds
    • 6 Baths
    • 4,747 Sq Ft

    285 Lamartine St, Boston, MA 02130

    SELLER WILL GUARANTEE RENTS AT $6,500/MONTH PER UNIT TILL 8/31/25! Beautifully designed and built, each unit features 4 bedrooms/2 bathrooms, private outdoor space + parking. Enter into huge open floorplan living areas w/bay windows, plenty of room for living + dining furniture, access to side porches + beautiful kitchens w/shaker cabinets, quartz counters + gas cooking. The bedrooms are all

    The Residential Group William Raveis R.E. & Home Services

    285 Lamartine St, Boston, MA 02130
  • /7

    $2,175,000

    • 12 Beds
    • 7 Baths
    • 4,267 Sq Ft

    66 Mozart St, Jamaica Plain, MA 02130

    Investors, your opportunity to buy a BIG BUILDING that is producing BIG INCOME! Located in Central JP, close to shopping, restaurants and the Orange Line T, this 2012 new renovation 3 family boasts 12 BEDROOMS, 4 FULL BATHS and 3 HALF BATHS, along with parking and a rear yard for the tenants enjoyment. Each unit has new systems, central HVAC with air conditioning, tile baths, open floorplan

    The Residential Group William Raveis R.E. & Home Services

    66 Mozart St, Jamaica Plain, MA 02130
  • /5

    $1,798,999

    • 8 Beds
    • 3 Baths
    • 2,997 Sq Ft

    8 Porter St, Boston, MA 02130

    Have your cake and eat it too! This is a great investment opportunity for anyone who wants to be in the heart of the city! Centrally located, this property offers updated units, in unit laundry, parking and great rental income to help you pay the mortgage. You dont want to miss out on an opportunity this great!

    Salustia Ortiz Dreamcatcher Investment Group, Inc.

    8 Porter St, Boston, MA 02130
  • /13

    $1,950,000

    • 8 Beds
    • 3 Baths
    • 3,159 Sq Ft

    230 Corey Rd, Brighton, MA 02135

    Jon-Marc Mallory R. Conte Construction, Inc.

    230 Corey Rd, Brighton, MA 02135

Why Live in Cleveland Circle

Cleveland Circle in Brookline is a neighborhood that blends urban and suburban living, making it a convenient choice for residents. The area is known for its mix of historic brick bow-front rowhouses and 1970s-era brick condo buildings, providing diverse housing options. The neighborhood is popular among Boston College students but offers much more than just a college atmosphere. Residents enjoy easy access to several parks, including the Jean B. Waldstein Playground and the Chestnut Hill Reservoir, which features a walking path, outdoor pool, and indoor skating rink. The Massachusetts Bay Transportation Authority's C and D Green Line trains on Beacon Street and Chestnut Hill Avenue make commuting straightforward, and bike lanes and well-maintained sidewalks cater to cyclists and pedestrians. Dining options are plentiful, with notable spots like Pino’s on Beacon Street, known for its award-winning pizza, and Eagle’s Deli & Restaurant, famous for its 6-pound challenge burger. Washington Square, a short walk or T ride away, offers additional dining experiences, including the Vlachian-style Greek cuisine at Bar Vlaha. For those who prefer cooking at home, Star Market is within walking distance. Cleveland Circle is home to highly rated schools, including John D. Runkle School for kindergarten through eighth grade and Brookline High School. Private schools such as Dexter Southfield and Beaver Country Day School are also nearby. The neighborhood is safer than the national average, adding to its appeal for families. With numerous things to do, from Boston Red Sox games at Fenway Park to performances at Symphony Hall, Cleveland Circle offers a vibrant lifestyle with easy access to downtown Boston.

Home Trends in Cleveland Circle, MA

Housing Trends

Median Sale Price
$655,000
Median Single Family Sale Price
$655,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
0
Last 12 months Home Sales
13
Months of Supply
0.00
Median List Price
$675,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
49%
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